Equestrian Real Estate For Sale in Hilton Head and Bluffton

Experience the rich equestrian heritage of the Lowcountry in Hilton Head Island and Bluffton's most coveted communities. Immerse yourself in the legacy of equestrian excellence, whether you aspire to learn from today's top experts or seek premier boarding facilities. Discover a rare opportunity to ride your horse along the beach during specific months on Daufuskie Island and Hunting Island.


On Hilton Head Island, explore Lawton Stables nestled in the exclusive Sea Pines community. Beyond the island, Bluffton offers a plethora of equestrian possibilities from Moss Creek to Oldfield. In the midst of it all, find extraordinary stables in Palmetto Bluff, Rose Dhu Creek, and Rose Hill, each featuring comprehensive Equestrian Boarding and Teaching Centers.


Uncover a range of equestrian-oriented properties, including homes for sale, villas in equestrian communities, and land offerings in equestrian neighborhoods. Charter One Realty proudly presents the following properties located in equestrian communities across Hilton Head, Bluffton, and Okatie. Explore the epitome of equestrian living with us.

Equestrian Oriented Properties - Hilton Head Island and Bluffton

Sort by:
Featured
85 Waterfowl Road, Bluffton

$5,975,000

↓ $200,000

85 Waterfowl Road, Bluffton

5 Beds 6 Baths 5,777 SqFt Residential MLS # 449626

The Ussery Group Charter One Realty

Enhanced Featured
11 N Calibogue Cay Road, Hilton Head Island

$5,950,000

↓ $300,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 7 Baths 6,473 SqFt Residential MLS # 441743

Herman And Davis Properties Charter One Realty

Featured
206 N Sea Pines Drive, Hilton Head Island

$5,500,000

↓ $1,400,000

206 N Sea Pines Drive, Hilton Head Island

7 Beds 8 Baths 8,560 SqFt Residential MLS # 446822

The Wedgeworth Team Charter One Realty

Featured
24 Jackfield Road, Bluffton

$5,395,000

↓ $155,000

24 Jackfield Road, Bluffton

6 Beds 8 Baths 5,597 SqFt Residential MLS # 449868

The Ussery Group Charter One Realty

Featured
29 Baynard Park Road, Hilton Head Island

$4,995,000

↓ $400,000

29 Baynard Park Road, Hilton Head Island

5 Beds 6 Baths 6,042 SqFt Residential MLS # 447864

Herman And Davis Properties Charter One Realty

Featured
415 Corley Street, Bluffton

$4,295,000

415 Corley Street, Bluffton

4 Beds 5 Baths 3,834 SqFt Residential MLS # 453027

The Ussery Group Charter One Realty

Featured
66 Myrtle View Street, Bluffton

$4,195,000

66 Myrtle View Street, Bluffton

5 Beds 7 Baths 4,583 SqFt Residential MLS # 453022

The Ussery Group Charter One Realty

Featured
79 Trout Hole Road, Bluffton

$3,875,000

79 Trout Hole Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 448230

The Ussery Group Charter One Realty

Featured
17 Boat House Street, Bluffton

$3,195,000

17 Boat House Street, Bluffton

3 Beds 4 Baths 2,582 SqFt Residential MLS # 451842

The Ussery Group Charter One Realty

Featured
1 Beach Lagoon Road 103, Hilton Head Island

$3,100,000

1 Beach Lagoon Road 103, Hilton Head Island

3 Beds 3 Baths 2,179 SqFt Residential MLS # 454804

Dennis Puckey Charter One Realty

Featured
40 Plantation Drive, Hilton Head Island

$2,995,000

↓ $155,000

40 Plantation Drive, Hilton Head Island

5 Beds 6 Baths 4,794 SqFt Residential MLS # 453645

Dennis Puckey Charter One Realty

Featured
776 Old Moreland Road, Bluffton

$2,675,000

776 Old Moreland Road, Bluffton

5 Beds 5 Baths 2,998 SqFt Residential MLS # 452969

The Ussery Group Charter One Realty

Featured
34 Windjammer Court, Hilton Head Island

$2,625,000

↓ $125,000

34 Windjammer Court, Hilton Head Island

4 Beds 5 Baths 2,393 SqFt Residential MLS # 450832

The Wedgeworth Team Charter One Realty

85 Waterfowl Road, Bluffton

$5,975,000

↓ $200,000

85 Waterfowl Road, Bluffton

5 Beds 6 Baths 5,777 SqFt Residential MLS # 449626

The Ussery Group Charter One Realty

Enhanced
11 N Calibogue Cay Road, Hilton Head Island

$5,950,000

↓ $300,000

11 N Calibogue Cay Road, Hilton Head Island

5 Beds 7 Baths 6,473 SqFt Residential MLS # 441743

Herman And Davis Properties Charter One Realty

206 N Sea Pines Drive, Hilton Head Island

$5,500,000

↓ $1,400,000

206 N Sea Pines Drive, Hilton Head Island

7 Beds 8 Baths 8,560 SqFt Residential MLS # 446822

The Wedgeworth Team Charter One Realty

24 Jackfield Road, Bluffton

$5,395,000

↓ $155,000

24 Jackfield Road, Bluffton

6 Beds 8 Baths 5,597 SqFt Residential MLS # 449868

The Ussery Group Charter One Realty

29 Baynard Park Road, Hilton Head Island

$4,995,000

↓ $400,000

29 Baynard Park Road, Hilton Head Island

5 Beds 6 Baths 6,042 SqFt Residential MLS # 447864

Herman And Davis Properties Charter One Realty

415 Corley Street, Bluffton

$4,295,000

415 Corley Street, Bluffton

4 Beds 5 Baths 3,834 SqFt Residential MLS # 453027

The Ussery Group Charter One Realty

66 Myrtle View Street, Bluffton

$4,195,000

66 Myrtle View Street, Bluffton

5 Beds 7 Baths 4,583 SqFt Residential MLS # 453022

The Ussery Group Charter One Realty

79 Trout Hole Road, Bluffton

$3,875,000

79 Trout Hole Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 448230

The Ussery Group Charter One Realty

17 Boat House Street, Bluffton

$3,195,000

17 Boat House Street, Bluffton

3 Beds 4 Baths 2,582 SqFt Residential MLS # 451842

The Ussery Group Charter One Realty

1 Beach Lagoon Road 103, Hilton Head Island

$3,100,000

1 Beach Lagoon Road 103, Hilton Head Island

3 Beds 3 Baths 2,179 SqFt Residential MLS # 454804

Dennis Puckey Charter One Realty

40 Plantation Drive, Hilton Head Island

$2,995,000

↓ $155,000

40 Plantation Drive, Hilton Head Island

5 Beds 6 Baths 4,794 SqFt Residential MLS # 453645

Dennis Puckey Charter One Realty

776 Old Moreland Road, Bluffton

$2,675,000

776 Old Moreland Road, Bluffton

5 Beds 5 Baths 2,998 SqFt Residential MLS # 452969

The Ussery Group Charter One Realty

34 Windjammer Court, Hilton Head Island

$2,625,000

↓ $125,000

34 Windjammer Court, Hilton Head Island

4 Beds 5 Baths 2,393 SqFt Residential MLS # 450832

The Wedgeworth Team Charter One Realty

25 Spartina Crescent, Hilton Head Island

$2,495,000

↓ $80,000

25 Spartina Crescent, Hilton Head Island

3 Beds 4 Baths 3,754 SqFt Residential MLS # 453788

The Wedgeworth Team Charter One Realty

192 Hunting Lodge Rd, Bluffton

$2,445,000

192 Hunting Lodge Rd, Bluffton

4 Beds 5 Baths 3,465 SqFt Residential MLS # 453057

The Ussery Group Charter One Realty

12 Surf Scoter Road, Hilton Head Island

$2,399,000

↓ $100,000

12 Surf Scoter Road, Hilton Head Island

4 Beds 4 Baths 2,316 SqFt Residential MLS # 446881

The Reed Team Charter One Realty

9 Sylvan Lane, Hilton Head Island

$1,995,000

↓ $155,000

9 Sylvan Lane, Hilton Head Island

4 Beds 6 Baths 3,931 SqFt Residential MLS # 450565

Patrick & Taylor Team Charter One Realty

58 Gilded Street, Bluffton

$1,975,000

↓ $220,000

58 Gilded Street, Bluffton

4 Beds 5 Baths 3,287 SqFt Residential MLS # 451409

The Ussery Group Charter One Realty

16 Waterfowl Road, Bluffton

$1,795,000

↓ $100,000

16 Waterfowl Road, Bluffton

4 Beds 5 Baths 3,058 SqFt Residential MLS # 451316

The Ussery Group Charter One Realty

21 Genoa Court, Hilton Head Island

$1,595,000

↓ $290,000

21 Genoa Court, Hilton Head Island

0 Beds 0 Baths 0 SqFt Land MLS # 451264

Herman And Davis Properties Charter One Realty

17 Sea Island Ln, Daufuskie Island

$1,550,000

17 Sea Island Ln, Daufuskie Island

4 Beds 4 Baths 3,883 SqFt Residential MLS # 453350

Taylor & O Grady Team Charter One Realty

2 Groton Circle, Okatie

$1,529,000

↓ $90,000

2 Groton Circle, Okatie

5 Beds 6 Baths 4,150 SqFt Residential MLS # 451509

The Ussery Group Charter One Realty

16 Boyds Landing, Okatie

$1,429,000

↓ $61,000

16 Boyds Landing, Okatie

5 Beds 5 Baths 3,395 SqFt Residential MLS # 450861

Lowcountry Specialists Charter One Realty

24 Indigo Plantation Road, Okatie

$1,395,000

24 Indigo Plantation Road, Okatie

4 Beds 5 Baths 3,230 SqFt Residential MLS # 453116

The Ussery Group Charter One Realty

94 Martinangel Ln, Daufuskie Island

$1,299,000

↓ $201,000

94 Martinangel Ln, Daufuskie Island

6 Beds 7 Baths 3,666 SqFt Residential MLS # 449482

Taylor & O Grady Team Charter One Realty

132 Timber Lane, Hilton Head Island

$1,295,000

↓ $90,000

132 Timber Lane, Hilton Head Island

4 Beds 5 Baths 3,688 SqFt Residential MLS # 452265

Patrick & Taylor Team Charter One Realty

316 Moss Creek Drive, Hilton Head Island

$1,250,000

316 Moss Creek Drive, Hilton Head Island

4 Beds 4 Baths 3,840 SqFt Residential MLS # 454657

Howard Davis, Jr. Charter One Realty

145 Red Ochre Road, Bluffton

$1,249,000

145 Red Ochre Road, Bluffton

0 Beds 0 Baths 0 SqFt Land MLS # 450410

The Ussery Group Charter One Realty

4 Canters Court, Bluffton

$1,199,000

↓ $51,000

4 Canters Court, Bluffton

4 Beds 4 Baths 3,595 SqFt Residential MLS # 452397

Marvin Hall Charter One Realty

18 Lighthouse Road 489, Hilton Head Island

$1,199,000

↓ $50,000

18 Lighthouse Road 489, Hilton Head Island

3 Beds 4 Baths 1,710 SqFt Residential MLS # 451957

The Reed Team Charter One Realty

11 Port Psge, Daufuskie Island

$1,100,000

11 Port Psge, Daufuskie Island

4 Beds 4 Baths 3,313 SqFt Residential MLS # 451653

Taylor & O Grady Team Charter One Realty

38 Skipperling Court, Bluffton

$1,099,000

38 Skipperling Court, Bluffton

5 Beds 5 Baths 2,915 SqFt Residential MLS # 454256

The Ussery Group Charter One Realty

6 Savannah Walk, Daufuskie Island

$999,999

6 Savannah Walk, Daufuskie Island

3 Beds 3 Baths 3,793 SqFt Residential MLS # 452851

Taylor & O Grady Team Charter One Realty

43 Aprils Way, Daufuskie Island

$999,000

↓ $51,000

43 Aprils Way, Daufuskie Island

5 Beds 5 Baths 4,022 SqFt Residential MLS # 449518

Thomas Jackson Charter One Realty

10 Loch Lomond Ct, Daufuskie Island

$995,000

10 Loch Lomond Ct, Daufuskie Island

3 Beds 4 Baths 3,073 SqFt Residential MLS # 449343

Taylor & O Grady Team Charter One Realty